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I would start by approaching the topic of having children, and explain that you are not able to father children. I wouldn't start with the anatomy part, because there is always the possibility that you can have artificial testicles put into your scrotum. So if she is bothered by the esthetics of it talking about no testicles right away might be harder to deal with. Just find the courage to do it. Why wait? Eventually she will figure it out.

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Q: How do you tell your girlfriend you have no testicles?
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